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US 3,956,404 AGranted
Process for preparing cycloaliphatic monoterpenic alcohols
AssigneeLever Brothers Company
InventorsCheves T. Walling, Chester R. Willis
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Abstract
A process for preparing trans-carveol and perillyl alcohol comprising the oxidation respectively of alpha-pinene and beta-pinene by benzoyl peroxide using a catalyst comprising cuprous/cupric ions, to form the respective benzoate esters, followed by hydrolysis and purification of the resulting alcohols.
Claims5
A process for preparing a cycloaliphatic monoterpenic alcohol selected from the group consisting of trans-carveol and perillyl alcohol comprising the steps of
- i. preparing a mixture of
- a. an isomeric pinene selected from the group consisting of alpha-pinene and beta-pinene,
- b. a cuprous salt selected from the group consisting of cuprous chloride and cuprous bromide,
- c. a polar solvent selected from the group consisting of acetonitrile and a 1:1 benzene:acetic acid mixture, and
- d. benzoyl peroxide,
- said pinene being in molar excess with relation to said benzoyl peroxide in a ratio of from about 1:1 to about 5:1, said cuprous salt being in a catalaytic amount,
- ii. heating said mixture at a temprature of about 40.degree.C to about 85.degree.C, whereby a benzoate ester is formed,
- iii. hydrolyzing said ester in an alkaline aqueous alcoholic medium, thereby forming said cycloaliphatic monoterpenic alcohol,
- iv. recovering said cycloaliphatic monoterpenic alcohol.
6 more elements
Dependencies are inferred from the claim text.